Stephentown Holiday Rentals

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Our top choices for Stephentown holiday rentals

8 Mi to Jiminy Peak Resort: Mtn-View Home w/ Deck

8 Mi to Jiminy Peak Resort: Mtn-View Home w/ Deck
2.0 star property
Stephentown
8.0 out of 10, Very good, (1 review)
"excellent communication with property manager."
United States
Nancy H.
The price is HK$1,364
HK$4,356 total
includes taxes & fees
12 Jan - 13 Jan
8 Mi to Jiminy Peak Resort: Mtn-View Home w/ Deck

8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck

8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck
3.0 star property
Stephentown
The price is HK$1,528
HK$4,315 total
includes taxes & fees
12 Jan - 13 Jan
8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck

2 Bed Berkshire Getaway @ Stephentown Hotel

2 Bed Berkshire Getaway @ Stephentown Hotel
Stephentown
10.0 out of 10, Exceptional, (5 reviews)
"This place is amazing! It is so clean and updated with lots of amenities! Lots of arcade games in the apartment thatthe whole family enjoyed! It's a quick trip to jimney peak to ski it's just down the road. Great restaurants nearby. Definitely recommend this place."
United States
elizabeth r.
The price is HK$1,376
HK$2,522 total
includes taxes & fees
12 Jan - 13 Jan
2 Bed Berkshire Getaway @ Stephentown Hotel

Charming 3-bedroom Cabin for nature lovers

Charming 3-bedroom Cabin for nature lovers
Stephentown
7.0 out of 10, Good, (2 reviews)
"It’s a duplex, half of an old farm house. The bedrooms are all up a steep staircase to the second floor. The only bathroom is on the main floor with the kitchen and LR. It was clean but had a mild old house smell. It’s out in the country with a great view from the enclosed porch and the open deck. The kitchen was well stocked with appliances and everything worked. It needs more seating and lights in the LR. "
United States
Bill B.
The price is HK$1,208
HK$2,492 total
includes taxes & fees
26 Jan - 27 Jan
Charming 3-bedroom Cabin for nature lovers

Berkshires Apartment at the Stephentown Hotel

Berkshires Apartment at the Stephentown Hotel
Stephentown
10.0 out of 10, Exceptional, (3 reviews)
"Dillon was very helpful and detailed in his communication and the apartment was as advertised. We loved the small deck to enjoy our morning coffee. The kitchen setup was helpful as well."
United States
Matt E.
The price is HK$1,043
HK$2,026 total
includes taxes & fees
12 Jan - 13 Jan
Berkshires Apartment at the Stephentown Hotel

2 Bed Berkshire Apt minutes to Jiminy Peak Ski

2 Bed Berkshire Apt minutes to Jiminy Peak Ski
Stephentown
8.4 out of 10, Very good, (12 reviews)
"Great location and property. thank you"
United States
Christine P.
The price is HK$1,187
HK$2,246 total
includes taxes & fees
12 Jan - 13 Jan
2 Bed Berkshire Apt minutes to Jiminy Peak Ski

Huttopia Berkshires

Huttopia Berkshires
1.0 star property
Williamstown
10.0 out of 10, Exceptional, (7 reviews)
"Perfect place for a relaxing getaway! We loved everything! "
United States
Cammie
The price is HK$1,491
HK$1,665 total
includes taxes & fees
12 Jan - 13 Jan
Huttopia Berkshires

Sugar Shack - 300 square feet of pure sweetness.

Sugar Shack - 300 square feet of pure sweetness.
2.0 star property
Chatham
10.0 out of 10, Exceptional, (3 reviews)
"By far one of my favorite rentals. Everything was perfect and the details were amazing. Not only do I highly recommend, I amSURE I will be returning soon. "
United States
Sue G.
The price is HK$1,676
HK$2,813 total
includes taxes & fees
12 Jan - 13 Jan
Sugar Shack - 300 square feet of pure sweetness.

HunnyHAUS: Deluxe TINY*private spa*walk to town

HunnyHAUS: Deluxe TINY*private spa*walk to town
Chatham
10.0 out of 10, Exceptional, (9 reviews)
"Huny House was the most artistically created space we stayed in on our entire trip! We were sooo impressed and appreciated the attention to detail!"
Canada
Patti S.
The price is HK$1,754
HK$3,217 total
includes taxes & fees
13 Jan - 14 Jan
HunnyHAUS: Deluxe TINY*private spa*walk to town

Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,204 reviews)
"I great place to stay!!"
United Kingdom
Maricel
The price is HK$810
HK$991 total
includes taxes & fees
12 Jan - 13 Jan
Vacation Village in the Berkshires

Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort
3.0 star property
Hancock
8.2 out of 10, Very good, (988 reviews)
"nice and clean, good customer service, but the room is smell. "
United States
Huang
The price is HK$1,707
HK$1,907 total
includes taxes & fees
12 Jan - 13 Jan
Jiminy Peak Mountain Resort

Florida Mountain Log Cabin

Florida Mountain Log Cabin
2.0 star property
Florida
10.0 out of 10, Exceptional, (4 reviews)
"Place was super clean. Beds were comfortable. Location was great."
United States
Tristan e.
The price is HK$1,432
HK$2,642 total
includes taxes & fees
14 Jan - 15 Jan
Florida Mountain Log Cabin

Cozy Upstate Lakefront 2BR Retreat with Kayaks & Fireplace

Cozy Upstate Lakefront 2BR Retreat with Kayaks & Fireplace
Nassau
10.0 out of 10, Exceptional, (2 reviews)
"Cozy home on the lake."
United States
Terry O.
The price is HK$1,228
HK$2,894 total
includes taxes & fees
12 Jan - 13 Jan
Cozy Upstate Lakefront 2BR Retreat with Kayaks & Fireplace

Mountain Getaway Suite Ski OnOff Jiminy Peak - Fully Redone Decor

Mountain Getaway Suite Ski OnOff Jiminy Peak - Fully Redone Decor
2.0 star property
Hancock
10.0 out of 10, Exceptional, (1 review)
"The host communicated everything and ensured we had all the necessary information for our arrival. The room was super clean and everything was new. Really enjoyed our stay and had plenty of room and closets for storage. Would definitely stay again and truly a premiere host!! Angelica "
United States
Jeffrey R.
The price is HK$1,068
HK$2,142 total
includes taxes & fees
12 Jan - 13 Jan
Mountain Getaway Suite Ski OnOff Jiminy Peak - Fully Redone Decor

Two Brooks Lodge

Two Brooks Lodge
3.0 star property
Bennington
4.8 out of 10, (3 reviews)
"Stayed at this property everything was as stated but then property manager made me pay cleaning fee and deposit through cash app , Then later Said I didn’t pay for property when I clearly did had receipts then after confronted by Expedia , He lies say I left the house a mess and that displaced half the water out of the hot tub that I didn’t use at all and didn’t do the dishes which I did , not to mentions I paid a cleaning fee either way . So this unprofessional listing gets keep the deposit...
United States
Hunter
Two Brooks Lodge

2 floor townhouse w patio & yard, luxury amenities

2 floor townhouse w patio & yard, luxury amenities
2.0 star property
Arbor Hill
10.0 out of 10, Exceptional, (1 review)
"The owners gave us fresh baked bread - twice. Also helped us get parking in a location with very few spots. Real nice owners for this property and would come back any time! "
United States
Victor
The price is HK$1,263
HK$1,961 total
includes taxes & fees
14 Jan - 15 Jan
2 floor townhouse w patio & yard, luxury amenities

Chic Madison Parkview

Chic Madison Parkview
Albany
9.4 out of 10, Exceptional, (34 reviews)
"Location close to restaurants and parks."
United States
Alex B.
The price is HK$695
HK$1,365 total
includes taxes & fees
12 Jan - 13 Jan
Chic Madison Parkview

The Allen House historic North Adams Home in the Berkshire Mountains

The Allen House historic North Adams Home in the Berkshire Mountains
2.0 star property
North Adams
10.0 out of 10, Exceptional, (1 review)
"The Allen House was a wonderful stay for my family and we cannot wait to go back! The view was incredible; the host was very approachable for questions; and there were lots of nice touches like ample dishes and silverware.Very spacious, clean and cared for location. "
United States
Annemarie M.
The price is HK$1,816
HK$3,039 total
includes taxes & fees
12 Jan - 13 Jan
The Allen House historic North Adams Home in the Berkshire Mountains

Downtown Albany 2 Bedroom + Workstation @ The Mark

Downtown Albany 2 Bedroom + Workstation @ The Mark
Downtown Albany
9.8 out of 10, Exceptional, (19 reviews)
"Convenient to downtown and easy access to everything."
United States
SHEILA C.
The price is HK$1,126
HK$2,239 total
includes taxes & fees
30 Jan - 31 Jan
Downtown Albany 2 Bedroom + Workstation @ The Mark

✨Historic Full Amenities 2BR Apt @ Downtown Albany

✨Historic Full Amenities 2BR Apt @ Downtown Albany
Pastures
9.0 out of 10, Wonderful, (20 reviews)
"The host is quick to respond and ready to resolve any matter. I visited Albany to spend time with my kids. My stay was easy and comfortable. Everything I needed was available and easily accessible. It was like a home away from home. Good and safe parking lot. I love my experience. "
United States
Kelechi
The price is HK$739
HK$1,564 total
includes taxes & fees
20 Jan - 21 Jan
✨Historic Full Amenities 2BR Apt @ Downtown Albany
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Stephentown Hotel Reviews

Find out more about Stephentown

Search for holiday rentals in Stephentown on Expedia! You can easily find your home rentals, villas, holiday apartments in Stephentown using one of the methods below:

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Frequently asked questions

Are there holiday rentals in Stephentown?

Yes, there are holiday rentals in Stephentown close to Zema's Nursery, or you can select a more secluded option if you're looking for a relaxing stay. Stephentown is known for its ski areas and restaurants.

What are some of the best holiday rentals that Stephentown has to offer?

Cozy lake house with hot tub. Enjoy everything the Berkshires have to offer!: This holiday home rental outside of Stephentown offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a selection of games and 1 hot tub.

How many holiday rentals are there in Stephentown?

Choose from 6 Expedia holiday rentals in Stephentown for a memorable holiday.

What’s there to see and do in Stephentown?

Family-friendly attractions include Zema's Nursery, whereas Taconic Ridge State Forest is a spot to enjoy the outdoors. In the wider area, you’ll find Jiminy Peak Mountain Resort and Mountain Coaster.

What’s a holiday rental in Stephentown like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Stephentown. Holiday rentals feature amenities like laundry facilities and kitchens so you'll have everything you want. If you're concerned about a sanitised environment, a holiday rental can offer a sense of seclusion away from public hotel lifts and lobbies bustling with people while still allowing you to travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great choice for a family trip.